𝗧𝗢𝗣 𝗛𝗼𝘁𝗲𝗹𝘀 𝗶𝗻 Chebeague Island from RM227 (2026) - Fully Refundable Options

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Go beyond your typical stay in Chebeague Island

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Our top choices for Chebeague Island hotels

An outdoor dining area with tables and chairs, overlooking a body of water and a sunset.

A boat docked near a building with a lawn and trees in the background.

A beach with clear skies, calm water, and a distant ship.

A bar with wooden floors and hanging lights, bar stools, and a variety of bottles on shelves.

1. Chebeague Island Inn

Chebeague Island

Sarah

A Holiday Inn Express building with a covered entrance, multiple floors, and a clear sky.

A reception area with a modern design, featuring a seating area with yellow chairs, a reception desk, and a large wall mural.

A modern dining area with round tables and chairs, a coffee station, and a view of the city.

An indoor swimming pool with a clear water surface, surrounded by beige tiled walls and a blue accent wall.

2. Holiday Inn Express Hotel & Suites Freeport by IHG

Freeport

Tiffany N

RM388

RM423 total

includes taxes & fees

1 Nov - 2 Nov

A modern hotel lobby with a central bar area, multiple seating arrangements, and large windows providing views of the outside.

A hotel room with a sofa, a bed, a wall-mounted artwork, and a lamp.

A reception area with a wooden counter, a wall with text, and a vending machine.

An outdoor patio with a fire pit, seating area, and chairs.

3. SpringHill Suites by Marriott Freeport Brunswick

Freeport

Vilma

RM457

RM499 total

includes taxes & fees

1 Nov - 2 Nov

A hotel room with a bed, bedside tables, a television, and artwork on the wall.

4. Spark by Hilton Freeport

Freeport

Paul

RM465

RM507 total

includes taxes & fees

18 Oct - 19 Oct

A swimming pool with clear blue water, surrounded by large windows offering views of trees and a clear sky.

A spacious lobby with a blue wall, a reception desk, a large mirror, and seating areas with a patterned table and chairs.

An outdoor patio with a row of tables and chairs, a green umbrella, and a wooden fence.

A hotel lobby with a seating area, a snack bar, and a refrigerator.

5. Hampton Inn Freeport/Brunswick

Freeport

Steven

RM425

RM463 total

includes taxes & fees

1 Nov - 2 Nov

A modern living room with a sofa, ottoman, and chairs, a kitchen area with a counter and pendant lights, and a large window with curtains.

A modern hotel lobby with wooden shelving, a Pepsi refrigerator, and a reception desk.

A hotel room with two beds, a large framed picture of a lighthouse, and a view of boats.

A snack vending area with a Pepsi refrigerator and shelves stocked with various snacks.

6. The Freeport Hotel, an Ascend Collection Hotel

Freeport

Margaret

RM377

RM411 total

includes taxes & fees

21 Oct - 22 Oct

A modern living room with dark blue walls, large windows, and a view of a landscaped garden.

A modern living room with a grey sofa, a coffee table, and a decorative plant.

A living room with two armchairs, a coffee table, and a TV. There is a door leading outside, a window with a view, and a patterned wall.

A hotel room with a large bed, a desk with a chair, a balcony with a view, and a modern design.

7. Best Western Freeport Inn

Freeport

Jonathan

RM454

RM495 total

includes taxes & fees

1 Nov - 2 Nov

A large, multi-story building with a central courtyard, featuring a fire pit and outdoor seating area.

A beach with a wooden staircase leading down to the shore, surrounded by trees and a calm body of water.

A spacious living room with a fireplace, two armchairs, a coffee table, and a dining area with chairs and a table.

A cozy lounge area with a fireplace, comfortable seating, and a bar with wooden stools.

8. Inn at Diamond Cove

Portland

Mikael

RM1,098

RM1,352 total

includes taxes & fees

8 Oct - 9 Oct

A hotel room with a large bed, a desk with a chair, a TV, and a window with curtains.

An indoor swimming pool with clear glass walls, blue cushioned chairs, and a tiled floor.

A building with a sign reading "L.L.Bean" and a rock waterfall feature in front.

9. Hilton Garden Inn Freeport Downtown

Freeport

Toni

RM438

RM478 total

includes taxes & fees

1 Nov - 2 Nov

An outdoor patio area with wicker furniture, string lights, and a barbecue grill.

A hotel room with a bed, a TV, a nightstand, a window with a view of the water, and a wooden headboard.

A bar area with stools, a counter, and a herringbone-patterned wall.

A swimming pool with a tiled deck, lounge chairs, and a ceiling with recessed lighting.

10. Residence Inn by Marriott Portland Downtown/Waterfront

Downtown Portland

Tim

RM481

RM533 total

includes taxes & fees

1 Nov - 2 Nov

A breakfast buffet with pastries, coffee, and condiments.

A yellow motel with a two-story structure, a covered outdoor seating area, and a staircase leading to the upper floor.

A hotel room with a large bed, a bedside table, a chair, a window with curtains, and a door.

11. Econo Lodge Freeport - Brunswick Area

Freeport

Margaret

RM349

RM380 total

includes taxes & fees

1 Nov - 2 Nov

A modern bar area with a wooden bar counter, black bar stools, and a contemporary light fixture.

A modern living room with a sofa, two armchairs, a glass coffee table, and a decorative wall panel.

A hotel room with a large bed, a sofa, a small table, and a bench. There is a window with a view of the water.

A modern reception area with a central desk, seating arrangements, and large windows offering views of the cityscape.

12. AC Hotel Portland Downtown/Waterfront, ME

Downtown Portland

Paul

RM498

RM551 total

includes taxes & fees

1 Nov - 2 Nov

A rooftop terrace with a modern outdoor seating area, a fire pit, and a view of the cityscape.

A modern bar area with a long counter, multiple stools, and a variety of bottles and glasses on shelves.

A modern living room with a sofa, armchairs, a coffee table, and a rug.

A modern lobby with a geometric wall design, seating area, and a large abstract artwork.

13. Cambria Hotel Portland Downtown-Old Port

Downtown Portland

Rebecca

RM454

RM613 total

includes taxes & fees

1 Nov - 2 Nov

A two-story building with a large glass conservatory and yellow umbrellas in the garden area.

A stone staircase leading to a white house surrounded by lush greenery and autumnal decorations.

An indoor swimming pool with lounge chairs and a view of the outdoors.

A cozy living room with a wooden bench, a fireplace, and a large map on the wall.

14. The Harraseeket Inn & Event House Freeport Downtown

Freeport

Carol

RM526

RM574 total

includes taxes & fees

1 Nov - 2 Nov

A multi-story hotel with a prominent entrance, large windows, and a well-lit facade.

A living room with a sofa, a small table, and a window with a view of a bridge and buildings.

A modern lounge area with a fireplace, seating, and a large window.

A large indoor swimming pool with a wooden ceiling and tiled walls.

15. Hampton Inn Portland Downtown - Waterfront

Downtown Portland

Amy

RM465

RM515 total

includes taxes & fees

1 Nov - 2 Nov

A modern bar area with a bar counter, seating, and a view of the cityscape.

A pool table with balls, a sofa, and a dining area with chairs and tables.

A hotel room with two beds, a TV, a desk, and a view of the city.

A modern hotel entrance with a glass facade, outdoor seating, and a well-lit lobby area.

16. Aloft by Marriott Portland Downtown Waterfront ME

Downtown Portland

susan

RM395

RM437 total

includes taxes & fees

1 Nov - 2 Nov

A balcony with wooden flooring, striped cushioned chairs, and a glass railing overlooking a cityscape at night.

A modern hotel with a dark facade, multiple windows, and a visible sign for 'Hyatt Place'.

A bar area with a polished granite countertop, a variety of liquor bottles, a fruit bowl, and blue upholstered bar stools.

A modern hotel room with a large bed, a desk, and a TV.

17. Hyatt Place Portland Downtown - Old Port Square

Downtown Portland

Jeetindra

RM555

RM614 total

includes taxes & fees

1 Nov - 2 Nov

A balcony with a table and chairs, overlooking a street with buildings and parked cars.

A reception area with two wooden reception desks labeled 'eighteen95 restaurant' and 'Valet'.

A hot tub area with a tiled floor, a wooden bench, a potted plant, and towels on a rack.

A bar area with multiple seating options, including bar stools and chairs, and a bar counter with a variety of bottles and glasses.

18. Portland Regency Hotel & Spa

Downtown Portland

SHELBY

RM551

RM610 total

includes taxes & fees

1 Nov - 2 Nov

A modern bar area with a long counter, multiple seating options, and a built-in fire feature.

A conference room with a stage featuring a large screen displaying the word 'Float' and a banner for the University of Maine.

A swimming pool with lounge chairs and tables, surrounded by a well-lit indoor area with a view of the outside.

A Holiday Inn hotel with a modern design, featuring a large entrance canopy and multiple floors.

19. Holiday Inn Portland-By the Bay by IHG

Downtown Portland

Zoe

RM420

RM465 total

includes taxes & fees

1 Nov - 2 Nov

A waterfront marina with boats docked, buildings with multiple windows, and a red building with a visible restaurant.

A large indoor swimming pool with clear water, tiled flooring, and a seating area with chairs and a plant.

A spacious lobby with a high ceiling, large chandeliers, and a mix of seating areas including sofas and armchairs.

A hotel lobby with a bar area, seating arrangements, and a fireplace.

20. Hilton Garden Inn Portland Downtown Waterfront

Downtown Portland

Jenna

RM514

RM569 total

includes taxes & fees

1 Nov - 2 Nov

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Learn more about Chebeague Island

Rent bikes to explore this peaceful island's rocky beaches and historic 1920s inn, where fresh lobster awaits. Take the passenger ferry from Cousins Island for a day trip, then kayak along the quiet coastline or hike wooded trails.

See all hotels in Chebeague Island

A calm harbor with several sailboats anchored in the water.

Top Chebeague Island Hotel Reviews

Clarion Hotel Portland Airport ME

10/10 Excellent

"A nice place to stay"

Quality Inn & Suites South Portland

8/10 Good

"."

DoubleTree by Hilton Hotel Portland

8/10 Good

"Hotel staff were great. Hotel itself was a older property and not as nice as I would expect for a Double Tree."

Comfort Inn South Portland Airport

10/10 Excellent

"Very accessible and quiet location. The property is well maintained, but is dated - a renovation would improve business opportunities I believe from my past hospitality experiences. Thank You for a wonderful relaxing stay. Best Regards- Jeff"

The Westin Portland Harborview

10/10 Excellent

"Great location, very walkable. Clean and very kind staff"

Embassy Suites by Hilton Portland Maine

10/10 Excellent

"Great location near airport with free airport shuttle and breakfast. Only 15 minute drive to Old Port restaurants, shops and activities. Clean, spacious rooms. Friendly service. Great choice!"

Spark by Hilton Portland Airport Maine Mall

10/10 Excellent

"Great spot for a quick overnight. Comfy bed, indoor pool, Breakfast with bagels, hard boiled eggs, cereal etc. Can't beat the location right by the Maine Mall."

Inn at St John Portland In-Town

10/10 Excellent

"We had a lovely stay at The Inn on St. John! It’s a very unique hotel with a lot of character, both inside and out. Our room was comfortably spacious and featured a fantastic shower—plus, having a jet bath was a wonderful bonus! The complimentary morning breakfast was a great touch to start the day. Parking was a little tricky, but we lucked out with a spot right under our room window, which was super convenient. Overall, a charming and very enjoyable stay in Portland!"

Holiday Inn Portland-By the Bay by IHG

8/10 Good

"Excellent breakfast by a very good serving crew. Good people at the desk, very helpful. Nice location, 10 min walk to the water. Would recommend"

More cheap stays in Chebeague Island

Clarion Pointe South Portland

675 Main Street I-95 South Portland ME

RM208

RM227 total

1 Nov - 2 Nov

includes taxes & fees

7.2/10 Good! (875 reviews)